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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1675659Generated: November 1, 2026

Diethyl Ether → 5-(Aminomethyl)-1,6-diethyl-N-(tetrahydro-2H-pyran-4-yl)-1H-pyrazolo[3,4-b]pyridin-4-amine

https://huagongshe.com/reaction/1675659

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
Reactant5-(Azidomethyl)-1,6-diethyl-N-(tetrahydro-2H-pyran-4-yl)-1H-pyrazolo[3,4-b]pyridin-4-amineHCID 59683232—
CatalystPalladiumHCID 23938—
SolventEthanolHCID 702—
Product5-(Aminomethyl)-1,6-diethyl-N-(tetrahydro-2H-pyran-4-yl)-1H-pyrazolo[3,4-b]pyridin-4-amineHCID 5968321490.6%

Reaction Steps

A suspension of 5-(azidomethyl)-1,6-diethyl-N-(tetrahydro-2H-pyran-4-yl)-1H-pyrazolo[3,4-b]pyridin-4-amine (10.3 g, 34 mmol, e.g. which can be as prepared in Intermediate 6) in ethanol (200 ml) was added to 10% palladium on carbon (1 g) and stirred under an atmosphere of hydrogen for 3 hours at room temperature. The catalyst was removed by filtration under nitrogen and washed well with ethanol. The filtrate was evaporated to dryness to give a dark oil. Ether was added and then evaporated to give the title compound as a foamy semi-solid (9.35 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08003663B2
Source datasetuspto-grants-2011_08
ORD IDord-a26fdbd9df8d4b63a89a977bee375f67
Source noteuspto-grants-2011_08